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The present report contains an analysis of potential multiple benefits linked to the Visionary Solutions proposed by the pilot cities. It starts by reviewing existing EU-funded projects on Nature-based Solutions and Smart City paradigms to identify common key challenges (with the related multiple benefits) that suit the taxonomy of Visionary Solutions (i.e. green and/or technological solutions). Then it proposes an exercise to evaluate the impact of Visionary Solutions by associating every key challenge with the set goals of the United Nations (2030 Agenda for Sustainable Development) and the Organisation for Economic Co-operation and Development (OECD Well-being Framework). Finally, it focuses on multiple benefits estimation methods and introduces the drafted list of Key Performance Indicators that are going to be used during the monitoring process.